EP2262466A2 - Composition cosmetique emulsionnante, preparation et utilisations - Google Patents
Composition cosmetique emulsionnante, preparation et utilisationsInfo
- Publication number
- EP2262466A2 EP2262466A2 EP09742282A EP09742282A EP2262466A2 EP 2262466 A2 EP2262466 A2 EP 2262466A2 EP 09742282 A EP09742282 A EP 09742282A EP 09742282 A EP09742282 A EP 09742282A EP 2262466 A2 EP2262466 A2 EP 2262466A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition according
- weight
- composition
- emulsifier
- oil
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
- A61K8/553—Phospholipids, e.g. lecithin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of compounds
Definitions
- the present application relates to an emulsifying composition, its preparation and its uses, especially in the cosmetics field. It also relates to the emulsions formed from these compositions, as well as any cosmetic product, comprising an oil-in-water type emulsion, comprising or formed from these compositions.
- Emulsions are dispersions formed from two immiscible phases in oil / water or water / oil form. It can also be multiple emulsions, for example water / oil / water or oil / water / oil.
- the formation of emulsions requires the use of emulsifiers, which reduce interphase stresses and avoid the melting of the droplets.
- Various emulsifying systems have thus been proposed in the literature, mainly based on the use of surfactant compounds. By way of example, mention may be made of the emulsifying systems described in applications WO94 / 10978; GB 1,360,021; WO2006 / 034992 and WO2007 / 031139.
- US Patent 5310556 relates to conventional emulsion creams comprising, among many ingredients, sunflower oil, lecithin, and several components known for their emulsifying characteristics.
- US patent applications 2005/112153 and EP 0716848 relate to dermatological compositions containing sunflower oil and emulsifiers. These systems form conventional emulsions, namely emulsions in which an oily phase is dispersed in an aqueous phase in the form of oil droplets.
- the patent application EP 1 151 744 relates to a cosmetic composition
- a cosmetic composition comprising hydrogenated lecithin and a combination of moisturizing agents, crosslinked vinyl polymers and glycol-based solvents.
- Oily phase droplets are trapped within a rigid crystalline lattice distributed throughout the aqueous phase, forming a lamellar structure.
- the different emulsifying systems of the prior art have disadvantages related to the nature of some of their constituents, and specificities that limit their uses.
- the present application proposes a new emulsifying system that overcomes some of the disadvantages of existing products.
- the present application proposes a new natural and versatile emulsifying system, composed mainly of materials of plant origin. More specifically, the invention describes an emulsifier composition comprising sunflower lecithin, an anionic emulsifier of plant origin and a nonionic emulsifier of vegetable origin.
- the present invention also relates to the use of said emulsifying composition for the preparation of a cosmetic product.
- the invention also relates to a method for preparing an emulsifying composition as described above.
- the invention further relates to a method of manufacturing a cosmetic product comprising an emulsifier as described above.
- compositions according to the invention possess, by the nature of the ingredients which constitute them, not only exceptional emulsifying properties, but they are also capable of improving the hydration state of the skin and restructure the skin barrier.
- the invention surprisingly shows that, while respecting certain relative proportions for the ingredients, emulsifiers adopting a completely new structure are obtained, containing droplets of fatty phase around which lamellar phases are formed, located exclusively around these elements. droplets.
- This original structure different from the conventional or lamellar structure, gives particularly stable emulsions with a fluid viscosity.
- the present invention discloses a novel emulsifier composition having improved stability and viscosity properties.
- the invention derives more particularly from the combination of three constituents, of vegetable origin, which can confer on said composition a structure having new characteristics and advantageous properties.
- a particular object of the invention resides in an emulsifying composition comprising, relative to the total weight of the ingredients:
- the emulsifying composition of the invention is of simple manufacture, it is stable even without preservatives, and compatible with various fatty phase qualities and with any type of active ingredient. In addition, the formation of emulsions does not require the hydration of the phospholipids. Moreover, even if the system of the invention is compatible with lamellar emulsifiers and can make it possible to form lamellar emulsions by additions of fatty acids and / or fatty alcohol, it is not a specific system of lamellar emulsions. . In particular, the emulsions formed with the aid of the composition according to the invention can adopt a hitherto unknown structure.
- lamellar-like structures which form in the emulsions according to the invention are located exclusively around the oily phase droplets. This new structure makes it possible to obtain particularly stable emulsions with a fluid viscosity if viscosity increasing agents are not added thereto.
- composition according to the invention not only has exceptional emulsifying properties, but it is also capable of improving the state of hydration of the skin and of restructuring the skin barrier.
- the compositions of the invention are compatible with any type of asset. They make it possible to obtain soft, velvety texture emulsions that are not very whitening on application and easy to spread. They make it possible to emulsify all types of fatty phases, with a particular affinity for vegetable fats.
- the first constituent of compositions of the invention is sunflower lecithin. It can be implemented in hydrogenated form or not, preferably hydrogenated.
- Sunflower lecithin can be obtained from various sources, and in particular under the reference Solec® SF 10 from The Solae Company.
- Lecithins are obtained from sunflower oil. This oil can be extracted from sunflower seeds by pressure or with the help of suitable solvents. Once the oil obtained, the lecithin is extracted by degumming the oil. It can then be filtered. Like any other lecithin, it must contain at least 60% polar lipids insoluble in acetone.
- phosphatidylcholine contains various phospholipids including phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol and phosphatidic acid, the relative contents of which are different from those obtained with another lecithin such as soy lecithin.
- soybean lecithin differs from soybean lecithin because of its relative fatty acid content, it is particularly rich in oleic acid (relative content greater than 25% of fatty acids) and linoleic acid (relative content greater than 62% of fatty acids). ) as shown in Table 1.
- Hydrogenated lecithin can be obtained from various methods known per se.
- sunflower lecithin is dissolved in a solvent system and then hydrogenated for 1 to 20 hours under a hydrogen pressure of 10 to 200 Kg / cm 2 at a temperature of 50-90 0 C and in the presence a catalyst. Hydrogenation makes it possible to improve the stability of lecithins, in particular with respect to oxidation or other degradations.
- the measurement of the iodine value of a lecithin is a good indication of its quality and its state of hydrogenation.
- the invention contains hydrogenated sunflower lecithin, the latter preferably has an iodine number of less than 20.
- Table 1 Chemical profile of lecithins
- the emulsifying compositions of the invention comprise from 5 to 50% by weight of hydrogenated sunflower lecithin, more preferably from 5 to 30%, preferably from 5 to 25%, from 10 to 20%, and even more preferably approximately 10 to 15%, relative to the weight of the three constituents.
- the second raw material of the compositions of the invention is an emulsifier of vegetable and anionic origin. It is preferably chosen from esters of glyceryl stearate. Particularly preferred is glyceryl stearate citrate (of formula C27H48O1O), which can be obtained by esterification of glyceryl stearate with citric acid. Glycerol typically comes from the hydrolysis of vegetable triglycerides. Glyceryl stearate citrate is an emulsifier without polyethylene glycol (“PEG"). Glyceryl stearate citrate can also be obtained from commercial sources, and in particular under the references Axol ® C62 pellets, Evonik France SAS, or Dermofeel ® GSC, from Dr. Straetmans Germany GmbH.
- the emulsifying compositions of the invention comprise from 30% to 70% by weight of anionic emulsifier of plant origin, preferably from 40% to 60%, still more preferably from 50% to 55%, relative to the weight. of the three constituents. It is preferably an anionic emulsifier of vegetable origin having an HLB greater than 8.
- HLB Hydrophilic Lipophilic Balance
- the composition according to the invention may comprise a mixture of several anionic emulsifiers of plant origin, this mixture advantageously representing 30 to 70% by weight of the total pea of the composition.
- the third raw material of the compositions of the invention is an emulsifier of vegetable and nonionic origin. It advantageously has an HLB greater than 8. It is preferably chosen from polyglycerol esters. Polyglycerol esters, which are entirely vegetal in origin, compete by their performance and versatility with polyethylene glycol derivatives. The possible modulation of the hydrophilicity of the polar heads according to the degree of oligomerization of the glycerol coupled with the variability of the nature and the number of fatty chains leads to a wide range of polyglycerol esters which cover a range of HLB values included between 1 and 15 (Chailloux-Lemarie, 2004).
- polyglycerol esters are derived from the reaction between a polyglycerol molecule and a fatty acid molecule. Particularly preferred is polyglyceryl-3 stearate (of formula C27H54O8), which can be prepared by reaction of a polyglycerol molecule with stearic acid. Polyglyceryl-3 stearate can also be obtained from commercial sources, including under reference Dermofeel ® PS, Dr Straetmans GmbH.
- the emulsifying compositions of the invention comprise from 15 to 45% by weight of nonionic emulsifier of vegetable origin having an HLB greater than 8, preferably from 20 to 35%, more preferably 30 to 35% by weight. about%, based on the weight of the three constituents. It is understood that the composition according to the invention may comprise a mixture of several nonionic emulsifiers of vegetable origin, this mixture advantageously representing 15 to 45% by weight of the total pea of the composition.
- a typical composition according to the invention thus comprises, relative to the weight of the three constituents: from 5 to 50% by weight of sunflower lecithin, hydrogenated or otherwise, more preferably from 5 to 30%, even more preferentially from 5 to approximately 25%;
- glyceryl stearate citrate preferably from 40 to 60%, still more preferably from 50 to 55%; and from 15 to 45% by weight of Polyglyceryl-3-Stearate, preferably from 20 to 35%, even more preferentially from 30 to 35% approximately.
- compositions according to the invention further comprise tocopherol, preferably from 0.05 to 1% by weight relative to the total weight of the composition, more preferably from 0.1 to 0.5% included.
- tocopherol makes it possible in particular to improve the oxidation stability of the compositions.
- compositions of the invention may further comprise one or more compatible excipients or vehicles.
- compatible excipients or vehicles include dyes, consistency agents, gelling agents, preservatives, water, etc.
- compositions of the invention may be prepared by methods known per se. Thus, they are typically prepared by mixing the various constituents and recovering the composition in the desired form.
- the anionic emulsifier and the nonionic emulsifier are melted together or separately (in which case they are then mixed together at a temperature above the melting point of the two components).
- the mixture of the two ingredients is then heated to a temperature above 80 ° C.
- the sunflower lecithin, hydrogenated or not, is then introduced into the mixture (poured in the case of a native lecithin, sprinkled in the case of a lecithin hydrogenated, with stirring). Stirring is maintained until the mixture is homogeneous and the product is cooled. The cooling of the fat mass causes its crystallization.
- compositions are advantageously in solid form, especially pellet, although other forms are possible (sticks, tablets, powder, paste, breads, granules, etc.).
- emulsifying compositions of the invention are particularly useful and suitable for the preparation of oil-in-water emulsions or dispersions and cosmetic products.
- a particular object of the invention relates to the use of a composition as defined above for the preparation of a cosmetic product.
- Another subject of the invention relates to the use of a composition as defined above for the preparation of an oil-in-water emulsion or dispersion.
- compositions of the invention are used in amounts ranging from 2 to 6%, preferably from 3 to 4%, to give emulsions or final compositions.
- the compositions make it possible to emulsify up to 40% of oil in an aqueous phase (4/40/56); or even 60% for an oil of very low viscosity and average polarity (see Example 4).
- the viscosity of the emulsion obtained is increasing with the composition rate and with the fat phase rate.
- a particular object of the invention resides in a process for forming an oil-in-water emulsion or dispersion, comprising the step of adding a fatty phase or an oil to, or adding to, a fatty phase or an oil, a composition such as as defined above, preferably from 2 to 6%, more preferably from 3 to 4%, in an aqueous phase.
- a fatty phase is 5 to 60%
- the emulsifier is 2-6%
- the aqueous phase is 93 to 34%.
- the composition of the invention is introduced into the fatty phase.
- the resulting product is brought to a temperature between 70 and
- the fatty phase is emulsified in the aqueous phase with vigorous stirring
- the emulsion is then cooled with gentle stirring.
- gentle stirring In a particular embodiment using a typical stirrer
- compositions of the invention is that the hydration of phospholipids is not necessary, whereas it is usually required to make oil / water emulsions with lecithins.
- compositions of the invention are preferably used at a pH of between 4.0 and 8.0. They can be used in the presence of alcohol, up to 30%.
- the invention makes it possible to obtain soft and velvety textures that are not very whitening on application, that are easy to spread. Furthermore, the invention is useful for emulsifying all types of fatty phases, with a particularly strong affinity for vegetable fats and emollients of medium polarity.
- compositions of the invention have been tested in the presence of various qualities of oils, sunscreens and pigments, without showing any particular incompatibility. They tolerate electrolytes (eg 3% NaCl or 3% Mg 2 SO 4 per 4% emulsifier) and can be used in the presence of glycerol esters and / or organic acids.
- electrolytes eg 3% NaCl or 3% Mg 2 SO 4 per 4% emulsifier
- An emulsion at room temperature obtained in a system containing 20% of liquid oil, 76% of aqueous phase and 4% of composition according to the invention generally has the consistency of a fluid milk.
- the final viscosity will depend on the viscosity and polarity of the oil retained.
- a consistency agent (s) and / or gelling agent (s) to the composition of the invention or to the mixture, before, during or after formation of the emulsion. In this way, it is possible to easily obtain textures of very different consistencies.
- the emulsions obtained are white to beige, depending on the quality and quantity of the oils as well as the quality of the lecithin used.
- Another subject of the invention relates to a process for preparing a cosmetic product, comprising a step of mixing a composition as defined above with a fatty or oily phase and an aqueous phase, preferably at a rate of 2. at 6%, more preferably 3 to 4%.
- the cosmetic product may for example be a care or make-up product, for example of the milk, cream, foundation, body spray, mascara or eye shadow type.
- the emulsifying compositions of the invention can be used to develop care products (face and body) or makeup (foundation, mascara, eyeshadow, cream, etc.) preferably in the emulsion form. oil in water. They are compatible with all types of active ingredients (such as vitamins, liposomes, filters and sunscreens, anti-aging active ingredients, anti-wrinkles, anti-oxidant, lightening, self-tanning, tanning accelerator, lifting, slimming, firming, moisturizing, exfoliating, sebum regulating, mattifying, etc.).
- active ingredients such as vitamins, liposomes, filters and sunscreens, anti-aging active ingredients, anti-wrinkles, anti-oxidant, lightening, self-tanning, tanning accelerator, lifting, slimming, firming, moisturizing, exfoliating, sebum regulating, mattifying, etc.
- the invention also relates to any cosmetic product, of oil-in-water emulsion type, comprising a composition as defined above.
- the cosmetic product generally comprises 2 - 6% of the composition according to the invention.
- composition comprising the following materials: 18% by weight of sunflower lecithin;
- composition comprising the following materials:
- composition comprising the following materials:
- Polyglyceryl-3-Stearate 30% by weight of Polyglyceryl-3-Stearate. It is in the form of yellow-orange pellets.
- Example 2 The emulsifying composition described in Example 2 was used in this study.
- the composition (4%) was introduced into the fatty phase at different rates indicated in Table 2, the aqueous phase constituting the remainder of the mixture.
- the resulting product is brought to a temperature between 70 and 80 0 C, then the fatty phase is emulsified in the aqueous phase with vigorous stirring.
- the viscosity obtained is shown in Table 2 below, as a function of the fat phase level.
- the viscosity obtained is shown in Table 3 below, as a function of the pH.
- the viscosity obtained is shown in Table 4 below, as a function of the alcohol content.
- Example 2 The emulsifying composition of Example 2 was used to emulsify various fatty phases, under the experimental conditions described in Example 4. The results obtained are shown in Table 5 below and show the great versatility of the emulsifier. the invention.
- the viscosity is shown in Table 8.
- a day cream was prepared using the following ingredients
- Phases A and B are separately heated to a temperature of 70-75 ° C., with stirring. B is then added to A with vigorous stirring. It is then incorporated in the mixture AB with strong stirring. The mixture is then cooled with gentle stirring, and then the phases D, E and F are introduced when the temperature is below 35 ° C. If necessary, the pH is adapted. The resulting product is a soft and homogeneous white cream.
- the viscosity (Rheo ELV-8, mobile 4, 3 min, 6 rpm) is 10,000 - 20,000 mPa.s.
- the pH of 5.0 to 5.5 and the composition is stable after 20 minutes of centrifugation at 3000 rpm.
- a body spray was prepared using the following ingredients:
- Phases A and B are separately heated to a temperature of 70-75 ° C., with stirring. B is then added to A with vigorous stirring. C is heated to 70-75 0 C and kept gently stirred for 20 minutes to hydrate the phospholipids. C is then incorporated in the AB mixture. The mixture is then cooled with gentle stirring, and then the phases D, E and F are introduced when the temperature is below 35 ° C. If necessary, the pH is adapted. The resulting product is a body spray in the form of a liquid and homogeneous emulsion. The viscosity (Rheo ELV-8, mobile 4, 3 min, 6 rpm) is 4500 - 6500 mPa.s. The pH of 5.0 to 5.5 and the composition is stable after 20 minutes of centrifugation at 3000 rpm.
- a foundation was prepared using the following ingredients
- Phases A and B are separately heated to a temperature of 70-75 ° C., with stirring. B is then added to A with vigorous stirring. It is then incorporated in the mixture AB with vigorous stirring. The mixture is then cooled with gentle stirring, and phases D and E are introduced when the temperature is below 35 ° C. If necessary, the pH is adapted. The resulting product is a soft and homogeneous cream.
- the viscosity (Rheo ELV-8, mobile 4, 3 minutes, 6 rpm) is 20,000 - 25,000 mPa.s.
- the pH of 5.0 to 5.5 and the composition is stable after 20 minutes of centrifugation at 3000 rpm.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0852439A FR2929845B1 (fr) | 2008-04-11 | 2008-04-11 | Composition cosmetique emulsionnante, preparation et utilisations. |
PCT/FR2009/050630 WO2009136084A2 (fr) | 2008-04-11 | 2009-04-09 | Composition cosmetique emulsionnante, preparation et utilisations |
Publications (1)
Publication Number | Publication Date |
---|---|
EP2262466A2 true EP2262466A2 (fr) | 2010-12-22 |
Family
ID=40219472
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP09742282A Withdrawn EP2262466A2 (fr) | 2008-04-11 | 2009-04-09 | Composition cosmetique emulsionnante, preparation et utilisations |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP2262466A2 (fr) |
FR (1) | FR2929845B1 (fr) |
WO (1) | WO2009136084A2 (fr) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017530101A (ja) * | 2014-09-26 | 2017-10-12 | ディーエスエム アイピー アセッツ ビー.ブイ. | O/wエマルジョン |
DE102014220449A1 (de) * | 2014-10-09 | 2016-04-14 | Beiersdorf Ag | Kosmetisches Spray |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2539324A1 (fr) * | 1983-01-19 | 1984-07-20 | Oreal | Nouveau systeme emulsionnant a base d'un acide gras, de sterol polyoxyethylene et de phosphatide et son utilisation pour l'obtention de compositions cosmetiques ou pharmaceutiques |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58121209A (ja) * | 1982-01-11 | 1983-07-19 | Eisai Co Ltd | 乳化型外用組成物 |
JPS62258391A (ja) * | 1986-04-30 | 1987-11-10 | Nisshin Oil Mills Ltd:The | 固形レシチン |
US5310556A (en) * | 1993-06-09 | 1994-05-10 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Cosmetic composition |
CA2161388A1 (fr) * | 1994-12-02 | 1996-06-03 | Alexander Znaiden | Emulsions cosmetiques formant un depot conditionnant la peau |
FR2808443B1 (fr) * | 2000-05-05 | 2004-06-04 | Nuxe Lab | Composition cosmetique et/ou dermatologique hydratante a stabilite amelioree |
US7582307B2 (en) * | 2003-11-26 | 2009-09-01 | Harmony Labs, Inc. | Dermatological composition |
-
2008
- 2008-04-11 FR FR0852439A patent/FR2929845B1/fr active Active
-
2009
- 2009-04-09 EP EP09742282A patent/EP2262466A2/fr not_active Withdrawn
- 2009-04-09 WO PCT/FR2009/050630 patent/WO2009136084A2/fr active Application Filing
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2539324A1 (fr) * | 1983-01-19 | 1984-07-20 | Oreal | Nouveau systeme emulsionnant a base d'un acide gras, de sterol polyoxyethylene et de phosphatide et son utilisation pour l'obtention de compositions cosmetiques ou pharmaceutiques |
Non-Patent Citations (2)
Title |
---|
"Emulmetik, biophilic, amisol soft, Heliofeel Phospholipid-based emulsifiers for skin care", 1 July 2008 (2008-07-01), pages 1 - 8, XP055035679, Retrieved from the Internet <URL:http://www.resourcesofnature.com/images/Emulsifiers_-_Brochure.pdf> [retrieved on 20120816] * |
DATABASE GNPD [online] MINTEL; September 2007 (2007-09-01), "R3P Eye Restorative Cream", Database accession no. 774266 * |
Also Published As
Publication number | Publication date |
---|---|
WO2009136084A3 (fr) | 2010-01-07 |
FR2929845B1 (fr) | 2010-08-13 |
WO2009136084A2 (fr) | 2009-11-12 |
FR2929845A1 (fr) | 2009-10-16 |
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